HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(3,3,3-Trifluoropropyl)malononitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Malononitrile | HCID 8010 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-1,1,1-trifluoropropane | HCID 2725114 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(3,3,3-Trifluoropropyl)malononitrile | HCID 22185761 | 69.7% |
Reaction Steps
First, 27.6 g of malononitrile was dissolved in 50 ml of N,N-dimethylformamide, and 27.6. g of potassium carbonate was added at room temperature, followed by stirring for 1 hour. Then, a solution of 17.7 g of 1-bromo-3,3,3-trifluoropropane dissolved in 20 ml of N,N-dimethylformamide was added dropwise slowly, followed by stirring for 1 hour. Then, water was added to the reaction mixture, which was extracted with diethyl ether. The organic layer was successively washed with water, a saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 11.3 g of (3,3,3-trifluoropropyl)malononitrile (the intermediate (16)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402691B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-10997b8f34b246a6a58a13921d622229 |
| Source note | uspto-grants-2008_07 |